Find a Bed and Breakfast in Cliff Island from CA $93

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Cliff Island bed & breakfast

A multi-story building with a stone facade, multiple windows, and awnings.

1. Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
Valley Street
8.6 out of 10, Excellent, (1,179 reviews)
"Great location and exactly what we needed for our time in Portland"
United States
Darbi
The price is CA $94
CA $102 total
includes taxes & fees
Nov 22 - Nov 23
Inn at St John Portland In-Town
A breakfast setup with a tiered tray holding fruits, cups, and a coffee pot.

2. The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
Freeport
9.6 out of 10, Exceptional, (185 reviews)
"Great place"
United States
Mark
The price is CA $188
CA $205 total
includes taxes & fees
Dec 1 - Dec 2
The Orchard House: Inn & Cafe
A two-story house with a red roof, a front porch, and a well-maintained lawn.

3. Candlebay Inn

Candlebay Inn
3.0 star property
Freeport
9.6 out of 10, Exceptional, (500 reviews)
"Great stay in a historic home."
United States
Richard
The price is CA $202
CA $220 total
includes taxes & fees
Nov 10 - Nov 11
Candlebay Inn
A covered porch with white railings and a view of a well-maintained lawn and pathway.

4. The Kendall Inn

The Kendall Inn
3.5 star property
Freeport
9.8 out of 10, Exceptional, (170 reviews)
"The breakfasts were so tasty! The Inn is so charming! We loved our stay and hope to return next year!"
United States
Justin Terry
The price is CA $232
CA $253 total
includes taxes & fees
Dec 9 - Dec 10
The Kendall Inn
Exterior

5. West End Collection at 146 Pine

West End Collection at 146 Pine
3.0 star property
West End
9.6 out of 10, Exceptional, (100 reviews)
"This was a super cute boutique inn and the location was ideal. The staff was super friendly!"
United States
Stephanie
The price is CA $305
CA $333 total
includes taxes & fees
Nov 17 - Nov 18
West End Collection at 146 Pine
A two-story house with a balcony, a front porch, and a snow-covered landscape.

6. The Nicholson Inn

The Nicholson Inn
3.0 star property
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"We had a fantastic and lovely, although quick, stay. The Inn is very charming and John and Loretta are so kind and helpful. Would love to go back and stay with them again.."
United States
alexandre
The price is CA $314
CA $343 total
includes taxes & fees
Dec 10 - Dec 11
The Nicholson Inn
A room with a wooden chair, a cushioned bench, a small table with books and vases, and a potted plant.

7. Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street
3.5 star property
West End
9.6 out of 10, Exceptional, (137 reviews)
"Beautiful place"
United States
Samuel
The price is CA $298
CA $325 total
includes taxes & fees
Nov 17 - Nov 18
Blind Tiger Portland – Carleton Street
A garden with a stone wall, various plants, and flowers.

8. Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
Rosemont
9.0 out of 10, Wonderful, (150 reviews)
"Close location to airport. Sweet Neighbhorhood Good shower and breakfast was delish. Loved eating on the houses China"
United States
caia
The price is CA $324
CA $367 total
includes taxes & fees
Nov 10 - Nov 11
Fleetwood House Bed & Breakfast
A house with a sign for The James Place Inn, indicating a vacancy.

9. The James Place Inn B&B

The James Place Inn B&B
3.5 star property
Freeport
10.0 out of 10, Exceptional, (196 reviews)
"Sean was amazingly helpful and friendly. The house itself is so well maintained, and the blue room was adorable. Loved the fact that we were within walking distance of all the shops. Would definitely recommend and will plan on staying again the next time we’re in town."
United States
Kim
The price is CA $354
CA $386 total
includes taxes & fees
Nov 10 - Nov 11
The James Place Inn B&B
A spacious kitchen with a central island, wooden bar stools, and a long dining table.

10. Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
West End
9.6 out of 10, Exceptional, (206 reviews)
"Very helpful and friendly staff"
United States
paul k
The price is CA $317
CA $345 total
includes taxes & fees
Nov 17 - Nov 18
Blind Tiger Portland - Danforth Street.
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

11. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
10.0 out of 10, Exceptional, (1 review)
"Really cool home and room was big and clean!"
United States
Daniel
The price is CA $242
CA $283 total
includes taxes & fees
Nov 15 - Nov 16
Experience the History of Portland - The Hope Island Room
A house with a porch, white railings, and hanging flower baskets.

12. Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
Old Orchard Beach
8.2 out of 10, Very good, (1,002 reviews)
"Really nice hotel"
United States
James
The price is CA $178
CA $215 total
includes taxes & fees
Nov 10 - Nov 11
Old Orchard Beach Inn
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

13. Diamond Island | King Room with Private Ensuite

Diamond Island | King Room with Private Ensuite
West End
The price is CA $274
CA $320 total
includes taxes & fees
Nov 10 - Nov 11
Diamond Island | King Room with Private Ensuite
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

14. Experience the History of Portland - The Hope Island Room

Experience the History of Portland - The Hope Island Room
West End
The price is CA $321
CA $380 total
includes taxes & fees
Nov 15 - Nov 16
Experience the History of Portland - The Hope Island Room
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

15. Experience the History of Portland - Two Room Suite w/Private Bath

Experience the History of Portland - Two Room Suite w/Private Bath
West End
The price is CA $389
CA $459 total
includes taxes & fees
Nov 10 - Nov 11
Experience the History of Portland - Two Room Suite w/Private Bath
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

16. The Loft - private suite in historic home

The Loft - private suite in historic home
West End
The price is CA $475
CA $685 total
includes taxes & fees
Nov 10 - Nov 11
The Loft - private suite in historic home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top reviews in Cliff Island

A breakfast setup with a tiered tray holding fruits, cups, and a coffee pot.
The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
Freeport

10/10 Excellent

Beautiful place. Rooms were exceptionally lovely. Staff also!
Canada
Janne
Reviewed June 26, 2022
The Orchard House: Inn & Cafe

Frequently Asked Questions

Searching for B&Bs in Cliff Island?

Whether you're on a family vacation and want a small, cozy place to stay, or you're traveling solo and hoping to meet fellow tourists, B&Bs can be a great choice for many types of vacationers.

How do you know if a B&B is a good option for your stay?

With attentive service, opportunities to mingle with other guests, and tasty breakfasts, B&Bs provide a unique environment.

What are the best bed and breakfasts in Cliff Island?

Here are some B&Bs in the surrounding area: Inn at St John Portland In-Town: 9 mi (14.5 km) from the heart of Cliff Island.Old Orchard Beach Inn: 18.3 mi (29.4 km) from the downtown core. Enjoy the outdoor pool and unique décor. Blind Tiger Portland - Danforth Street.: 9 rooms. Situated 8.4 mi (13.5 km) from the heart of Cliff Island. The Orchard House: Inn & Cafe: 5 rooms. 12.3 mi (19.8 km) from the heart of downtown.Blind Tiger Portland – Carleton Street: 6 rooms. Located 8.7 mi (14 km) from the core of Cliff Island. Enjoy the unique décor and patio area.

When is the best time to book my B&B in Cliff Island?

When you're dreaming of a stay in Cliff Island, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Cliff Island are January, March, February, and December, with each month seeing an average of 7 inches of snowfall.

How can I get to and around Cliff Island?

Mapping out your trip in and around Cliff Island is easy with these transportation options. Fly into Portland Intl. Jetport Airport (PWM), which is located 10.7 mi (17.2 km) from the city center. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 26 mi (41.8 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia